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Our top choices for Canaan 4-star hotels

Balcony
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (354 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is 2.469.004 ₫
2.757.930 ₫ total
includes taxes & fees
25 Jan - 26 Jan
The Central Downtown Inn & Suites
Porch
Lakehouse Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290 reviews)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is 3.782.304 ₫
4.436.076 ₫ total
includes taxes & fees
16 Jan - 17 Jan
Lakehouse Inn
Front of property – evening/night
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Front of property
Seven Hills Inn

Seven Hills Inn

Seven Hills Inn
4.0 star property
Lenox
7.8 out of 10, Good, (467 reviews)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn
Suite, Private Bathroom (RedBird Suite) | View from room
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is 10.031.511 ₫
12.135.277 ₫ total
includes taxes & fees
26 Jan - 27 Jan
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is 10.512.967 ₫
11.742.984 ₫ total
includes taxes & fees
18 Jan - 19 Jan
33 Main
Exterior detail
Hampton Terrace Inn

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
Lenox
9.0 out of 10, Wonderful, (43 reviews)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
The price is 5.749.627 ₫
6.422.299 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Hampton Terrace Inn
Front of property
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is 6.272.321 ₫
7.356.581 ₫ total
includes taxes & fees
26 Jan - 27 Jan
The Inn at Stockbridge
Breakfast, lunch, dinner served; American cuisine
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is 8.011.130 ₫
9.667.201 ₫ total
includes taxes & fees
14 Jan - 15 Jan
The Old Inn On The Green
Front of property – evening/night
Garden Gables Inn

Garden Gables Inn

Garden Gables Inn
4.0 star property
Lenox
9.2 out of 10, Wonderful, (57 reviews)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
United States
john
Garden Gables Inn
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Learn more about Canaan

Nestled in the Berkshire foothills, this charming town offers scenic hikes on Queechy Lake trails and picturesque farm stands along Route 295. Families enjoy swimming at Queechy Beach in summer, while nearby Tanglewood in Lenox hosts renowned classical music performances worth the short trip.

See all hotels in Canaan
Yum
Photo by Robin/Loving Life
Open Photo by Robin/Loving Life

Top Canaan Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Canaan?
To book a 4-star hotel in Canaan that fits your budget, use Expedia's filters. Take a look at what's available during your holiday dates and use our pricing filter to set your limit. You can also sort your results by the most economical stay first.

  • Search for the lowest price from 2.757.930 ₫

What's the difference between 5-star and 4-star hotels in Canaan?
Treat yourself to luxury living during your Canaan getaway by choosing a 4-star hotel. As well as featuring upscale surroundings, these retreats are usually filled with amenities, including large beds, bathrobes and plenty more. A 5-star hotel will go above and beyond to make your trip an even more lavish and unforgettable one. Round-the-clock concierge assistance, elegant décor and world-class dining are only the start of the superior conveniences and services you'll likely have access to.
Does Canaan have any 4-star all-inclusive resorts?
Finding holiday bliss in Canaan is as easy as entering your travel dates and destination, and clicking on our "All inclusive" filter. Stay and play where almost everything is already taken care of like your accommodation, food and activities, or opt for a standard 4-star resort in or around this leading destination.